A Glimpse Inside the Mind of Charles Swan III

When his beautiful girlfriend Ivana breaks up with him, Charles Swan III (Charlie Sheen), a wealthy, successful graphic designer, slides into into a downward spiral of doubt, confusion and reflection. With the help of his friends Kirby (Jason Schwartzman) and Saul (Bill Murray), as well as his sister, Izzy (Patricia Arquette), he begins to evaluate why he is taking the break up so hard.